CN1087105A - Improve pressure sensitive adhesive in the method that is lower than the performance under 0 temperature - Google Patents

Improve pressure sensitive adhesive in the method that is lower than the performance under 0 temperature Download PDF

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Publication number
CN1087105A
CN1087105A CN93115006A CN93115006A CN1087105A CN 1087105 A CN1087105 A CN 1087105A CN 93115006 A CN93115006 A CN 93115006A CN 93115006 A CN93115006 A CN 93115006A CN 1087105 A CN1087105 A CN 1087105A
Authority
CN
China
Prior art keywords
temperature
sensitive adhesive
pressure sensitive
performance under
propylene oxide
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN93115006A
Other languages
Chinese (zh)
Inventor
A·C·阿怀恩
W·D·色斯雷
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rohm and Haas Co
Original Assignee
Rohm and Haas Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Rohm and Haas Co filed Critical Rohm and Haas Co
Publication of CN1087105A publication Critical patent/CN1087105A/en
Pending legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J171/00—Adhesives based on polyethers obtained by reactions forming an ether link in the main chain; Adhesives based on derivatives of such polymers
    • C09J171/02—Polyalkylene oxides
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/08—Macromolecular additives
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/08—Homopolymers or copolymers of acrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C08L2666/04—Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C08L2666/14—Macromolecular compounds according to C08L59/00 - C08L87/00; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02—Polyalkylene oxides
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/302—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)
  • Control Of Indicators Other Than Cathode Ray Tubes (AREA)
  • Measuring Volume Flow (AREA)
  • Electrophonic Musical Instruments (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Orthopedics, Nursing, And Contraception (AREA)
  • Lubricants (AREA)
  • Adhesive Tapes (AREA)

Abstract

Disclosed a kind of pressure sensitive adhesive that improves in the method that is lower than performance under 0 temperature.A kind of ethylene oxide/propylene oxide segmented copolymer is added in the tackiness agent, produced improved stripping strength performance.

Description

Improve pressure sensitive adhesive in the method that is lower than the performance under 0 temperature
The present invention relates to pressure sensitive adhesive, more specifically to improving pressure sensitive adhesive in the method that is lower than 0 performance under the temperature.
In general, do not show the cementability of acceptable at the quick glue of the temperatures that is lower than 0 to base material.
US5,049,608 have disclosed a kind of the have good low temperature and the pressure sensitive adhesive composition of room-temperature property, it contain (a) 2-EHA/polar monomer copolymerization thing latex (Tg of this multipolymer for-70 °-40 ℃) and (b) based on the 3-9(weight of multipolymer) the nonionic C of % 7-C 18Alkyl phenoxy gathers (ethylene oxy) ethanol (it has at least 70 ethylene oxy unit).
An object of the present invention is to provide a kind of method of in freezing level is used, improving pressure sensitive adhesive characteristic.
Another object of the present invention provides a kind of pressure sensitive adhesive characteristic to 0 that enlarges °F below the temperature, preferably to the method below-20.
The invention provides a kind of pressure sensitive adhesive that improves in the method that is lower than 0 performance under the temperature, it comprises that preparation contains about 0.5-20(weight) tackiness agent (based on total amount of composition) of the ethylene oxide/propylene oxide block copolymer surfactant of %.
Pressure sensitive adhesive (PSA) polymkeric substance is known.The preferred adhesive polymkeric substance is that Tg is lower than-25 ℃ emulsion polymer.These tackiness agents contain have an appointment 0-98% 2-ethylhexyl acrylate or about 0-99%C usually 4-C 12The acrylic or methacrylic acid esters of alkanol, for example butyl acrylate.The polymkeric substance and the multipolymer that preferably contain at least 40% 2-ethylhexyl acrylate or butyl acrylate.
This multipolymer also can contain until 25(weight) the commonly used comonomer of % in acrylic acid PSA field, vinylchlorid for example, vinylbenzene, but the carboxylic acid of copolymerization, and Methacrylamide.
This ethylene oxide/propylene oxide block copolymer surfactant is on sale on the market, Pluronic for example by name TM(BASF AG's supply) of Surfactants.According to trade literature, Pluronics contains hydrophobic materials, it is by controlledly propylene oxide being added on two hydroxyls that are incorporated into propylene glycol, and oxyethane added the two ends that are incorporated into this hydrophobic materials, and reaching the 10-80(weight of final molecular formula (its structure is the EO-PO-EO segmented copolymer)) % forms.
In general, the number-average molecular weight that is used for ethylene oxide/propylene oxide block copolymer surfactant of the present invention is about 1000-7000.The number-average molecular weight of preferred segmented copolymer is about 1500-4000.
In general, water miscible polyether compound usage quantity is approximately 0.5-20(weight) %(is based on total emulsion amount).Preferred water soluble polyether consumption is approximately 1-16(weight) %.
The following examples will further be illustrated the present invention.This can not be interpreted as the restriction to the invention described in specification sheets and the claim.Except as otherwise noted, all per-cents are weight percentage, and temperature is degree centigrade.
Embodiment
The stripping test method:
With PSTC-1(8/89 revision) described in method as stripping test, and do following tangible change.Before testing, with test board, manually cylinder and sample strip place and are in the cold box of testing under the pointed test temperature of reporting.The lamination process of sample strip and test board carries out with cylinder in cold box.The flat board that is loaded with sample suspends in cold box.At duration of test, will take out in the self cooling box of test sample and directly put in the testing installation.
Polymer A is the polymkeric substance that contains 2-ethylhexyl acrylate/butyl acrylate, and its Tg is-54 ℃.
The preparation of tackiness agent:
50 gram additives are blended in the 1000 gram polymer A till obtaining uniform mixture.
The preparation of label:
Tackiness agent is coated on the antiseized liner of 50Lb polysiloxane, and imposes 26 gram/rice 2Pressure, generate final dry film, be laminated to then on the flat stamping lining paper of 50Lb, make the adhesive label reserve.
Table 1
Reference examples Comparative examples A comparative example B embodiment 1 embodiment 2
Tackiness agent
The EO/PO multipolymer 10008 12
Triton N-998 20 12 6 0 0
Stripping test (oz./in.) is for use temperature
Room temperature 60A 23A 17A 24A 21A
0°F 39A PT PT PT/57A PT
20°F 10A 10A 5A PT PT
1.Pluronic L-61, the BASF supply
2. the tensio-active agent (former cause Rohm and Haas Company makes, and manufacturing license was given to Union Carbide Chemicals and Plastics Company afterwards) that has the unitary alkyl phenoxy ethoxylation of 90 EO
Failure mode:
In table, viewed result represents that with letter and number for example, 60A is meant the adhesion failure that produces in tackiness agent under 60oz./in., and PT is meant and bondingly do not destroy, but destroys because of the paper of tearing generation of paper.
The data declaration of table 1, embodiment 1 and 2 tackiness agent have produced the improvement performance that surpasses reference examples under 0 °F and-20 °F.Embodiment 1 and 2 produces a kind of bonding down at-20 °F, it does not go to pot through after the stripping test, tears but produced paper.This has had surprising improvement than comparative example that makes with Triton N-998 and reference examples ,-20 binding propertys that the reference examples performance is gone on business (bonding destruction under approximately same stripping strength (5-10oz./in.)).
Table 2
Reference examples 2
Additive does not have example 3 examples 4 examples 5 examples 6 examples 7 examples 8 examples 9 examples 10 examples 11
Quantity 0 L-61 3L-61 L-61 L-81 4L-81 L-81 L-101 L-101 L-101 5
Peel value
(on the LPDE plate, measuring)
0°F 54 PT PT PT 65A 75A PT 70A 80A 60A
-10°F?50A PT PT 70A PT/65A PT/75A PT 51A 70A 48A
-20°F?25A 50A PT PT PT PT PT PT PT PT
3Pluronic L-61(BASF Corporation; Polyoxytrimethylene hydrophobic materials-2000 molecular weight/total 10% polyoxyethylene)
4Pluronic L-81(BASF Corporation; Polyoxytrimethylene hydrophobic materials-2700 molecular weight/total 10% polyoxyethylene)
5Pluronic L-101(BASF Corporation; Polyoxytrimethylene hydrophobic materials-4000 molecular weight/total 10% polyoxyethylene)
The data of table 2 show that various ethylene oxide/propylene oxide segmented copolymers have improved the low-temperature adhesive property of tackiness agent.

Claims (6)

1, a kind of pressure sensitive adhesive that improves is in the method that is lower than performance under the OF temperature, and it comprises the ethylene oxide/propylene oxide block copolymer surfactant preparation binder polymer by about 0.5-20 (weight) % of total composition.
2, the process of claim 1 wherein that the amount of ethylene oxide/propylene oxide block copolymer surfactant is approximately 1-16(weight) %.
3, the process of claim 1 wherein that binder polymer contains about 0-98% vinylformic acid (ethyl hexyl) ester and 0-99%C 4-C 12The acrylic or methacrylic acid esters of alkanol.
4, the process of claim 1 wherein that binder polymer contains 2-ethylhexyl acrylate or the butyl acrylate of the 40-99% that has an appointment.
5, the process of claim 1 wherein that the molecular weight of ethylene oxide/propylene oxide segmented copolymer is approximately 1,000-7,000.
6, the process of claim 1 wherein that the molecular weight of the existing alkane segmented copolymer of oxyethane/epoxy is approximately 1,500-4,000.
CN93115006A 1992-10-15 1993-10-15 Improve pressure sensitive adhesive in the method that is lower than the performance under 0 temperature Pending CN1087105A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US96124692A 1992-10-15 1992-10-15
US961,246 1992-10-15

Publications (1)

Publication Number Publication Date
CN1087105A true CN1087105A (en) 1994-05-25

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CN93115006A Pending CN1087105A (en) 1992-10-15 1993-10-15 Improve pressure sensitive adhesive in the method that is lower than the performance under 0 temperature

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EP (1) EP0593231B1 (en)
JP (1) JPH06200230A (en)
KR (1) KR940009306A (en)
CN (1) CN1087105A (en)
AT (1) ATE146513T1 (en)
AU (1) AU4901293A (en)
BR (1) BR9304230A (en)
CA (1) CA2107702A1 (en)
CZ (1) CZ216493A3 (en)
DE (1) DE69306723T2 (en)
FI (1) FI934547A (en)
GR (1) GR3022105T3 (en)
HK (1) HK124897A (en)
HU (1) HUT67866A (en)
IL (1) IL107225A0 (en)
MX (1) MX9306251A (en)
SI (1) SI9300541A (en)
SK (1) SK112493A3 (en)
ZA (1) ZA937631B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102869739A (en) * 2010-04-20 2013-01-09 日东电工株式会社 Water-dispersible acrylic adhesive agent composition and adhesive sheet

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997031077A1 (en) * 1996-02-26 1997-08-28 Minnesota Mining And Manufacturing Company Pressure sensitive adhesives
US6518343B1 (en) 1999-06-18 2003-02-11 3M Innovative Properties Company Wet-stick adhesives, articles, and methods
CZ304737B6 (en) * 2000-05-09 2014-09-17 Ashland Licensig And Intellectual Property Llc Laminate and adhesive tape comprising pressure-sensitive adhesive based on aqueous latex emulsion
US6747084B2 (en) 2002-09-30 2004-06-08 Air Products Polymers, L.P. Process to prepare pressure-sensitive hybrid composite latex adhesives
JP5113277B2 (en) * 2010-04-20 2013-01-09 日東電工株式会社 Water-dispersed acrylic pressure-sensitive adhesive composition and pressure-sensitive adhesive sheet

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991018739A1 (en) * 1990-05-29 1991-12-12 Ashland Oil, Inc. Water-borne acrylic emulsion pressure sensitive latex adhesive composition

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102869739A (en) * 2010-04-20 2013-01-09 日东电工株式会社 Water-dispersible acrylic adhesive agent composition and adhesive sheet
CN102869739B (en) * 2010-04-20 2014-08-06 日东电工株式会社 Water-dispersible acrylic adhesive agent composition and adhesive sheet

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Publication number Publication date
HUT67866A (en) 1995-05-29
GR3022105T3 (en) 1997-03-31
ATE146513T1 (en) 1997-01-15
DE69306723T2 (en) 1997-05-22
CA2107702A1 (en) 1994-04-16
KR940009306A (en) 1994-05-20
SK112493A3 (en) 1994-10-05
MX9306251A (en) 1994-06-30
FI934547A (en) 1994-04-16
HU9302907D0 (en) 1993-12-28
HK124897A (en) 1997-09-12
IL107225A0 (en) 1994-01-25
AU4901293A (en) 1994-04-28
SI9300541A (en) 1994-06-30
EP0593231A1 (en) 1994-04-20
JPH06200230A (en) 1994-07-19
ZA937631B (en) 1994-04-15
BR9304230A (en) 1994-04-19
DE69306723D1 (en) 1997-01-30
FI934547A0 (en) 1993-10-14
EP0593231B1 (en) 1996-12-18
CZ216493A3 (en) 1994-08-17

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